Glyclopyramide

Last updated
Glyclopyramide
Glyclopyramide.svg
Clinical data
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • 4-chloro-N-[(pyrrolidin-1-ylamino)carbonyl]benzenesulfonamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C11H14ClN3O3S
Molar mass 303.76 g·mol−1
3D model (JSmol)
  • C1CCN(C1)NC(=O)NS(=O)(=O)C2=CC=C(C=C2)Cl
  • InChI=1S/C11H14ClN3O3S/c12-9-3-5-10(6-4-9)19(17,18)14-11(16)13-15-7-1-2-8-15/h3-6H,1-2,7-8H2,(H2,13,14,16) X mark.svgN
  • Key:HNSCCNJWTJUGNQ-UHFFFAOYSA-N X mark.svgN
 X mark.svgNYes check.svgY  (what is this?)    (verify)

Glyclopyramide (INN, marketed under the tradename Deamelin-S) is a sulfonylurea drug used in the treatment of diabetes. It has been marketed in Japan since 1965.

Contents

It is classified as second generation. [1]

Synthesis

Synthesis: Patent: Glyclopyramide synthesis.svg
Synthesis: Patent:

Ex 37: ethyl N-(4-chlorophenyl)sulfonylcarbamate [13945-53-4] (1) and 1-aminopyrrolidine [16596-41-1] (2).

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References

  1. Ozawa H, Murai Y, Ozawa T (2003). "[A 50-year history of new drugs in Japan-the development and progress of anti-diabetic drugs and the epidemiological aspects of diabetes mellitus]". Yakugaku Zasshi (in Japanese). 38 (1): 11–27. PMID   14570054.
  2. Suzue, Seigo; Irikura, Tutomu (1969). "Studies on Hypoglycemic Agents. V. A New Synthetic Method for Sulfonylurea Derivatives". CHEMICAL & PHARMACEUTICAL BULLETIN. 17 (8): 1535–1540. doi:10.1248/cpb.17.1535.
  3. John B Wright, U.S. Patent 3,063,903 (1962 to Upjohn Co).